| Identification | More | [Name]
Amprolium | [CAS]
121-25-5 | [Synonyms]
AMPROLIUM
1-[[4-Amino-2-propyl-5-pyrimidinyl] methyl]-2-picolinium chloride hydrochloride
1-[2-Propyl-4-amino-5-pyrimidylmethyl]-2-methylpyridinium chloride hydrochloride
Pyridinium, 1-(4-amino-2-propyl-5-pyrimidinyl)methyl-2-methyl-, chloride
AMPROLIUM USP 26, BPV 98
(1-(4-AMINO-2-PROPYL-5-PYRIMIDINYL)-METHYL)-2-METHYLPYRID.
1-[(4-Amino-2-propyl-5-pyrimidinyl)methyl]-2-methylpyridinium chloride | [EINECS(EC#)]
204-458-4 | [Molecular Formula]
C14H19N4+ | [MDL Number]
MFCD00072061 | [Molecular Weight]
243.33 | [MOL File]
121-25-5.mol |
| Chemical Properties | Back Directory | [Appearance]
solid | [Melting point ]
246-248 °C (decomp) | [storage temp. ]
0-6°C | [solubility ]
Soluble in DMSO | [form ]
powder | [color ]
Crystals from methanol + ethanol | [Stability:]
Stable. Incompatible with strong acids, strong bases, strong oxidizing agents. | [Major Application]
pharmaceutical small molecule | [InChI]
InChI=1S/C14H19N4.ClH/c1-3-6-13-16-9-12(14(15)17-13)10-18-8-5-4-7-11(18)2;/h4-5,7-9H,3,6,10H2,1-2H3,(H2,15,16,17);1H/q+1;/p-1 | [Contact allergens]
Amprolium is an antiprotozoal agent used for the prevention
of coccidiosis in poultry. | [InChIKey]
LCTXBFGHZLGBNU-UHFFFAOYSA-M | [SMILES]
C1(C=NC(CCC)=NC=1N)C[N+]1C=CC=CC=1C.[Cl-] | [CAS DataBase Reference]
121-25-5(CAS DataBase Reference) | [EPA Substance Registry System]
121-25-5(EPA Substance) |
| Hazard Information | Back Directory | [Chemical Properties]
solid | [Definition]
ChEBI: An organic chloride salt having 1-[(4-amino-2-propylpyrimidin-5-yl)methyl]-2-methylpyridin-1-ium as the counterion. Used for prevention of coccidiosis in poultry and cattle. | [Description]
Amprolium is an antiprotozoal agent used for the
prevention of coccidiosis in poultry. | [Originator]
Neoprol ,SIMB | [Uses]
Coccidiostat (for poultry). | [Manufacturing Process]
1.9 grams of p-toluene sulfonyl chloride was added gradually with shaking to
a cooled (0-5°C) solution of 1.67 grams of 2-n-propyl-4-amino-5-hydroxymethyl
pyrimidine in 10 ml of 2-methylpyridine. The reaction mixture, after standing three hours in an ice bath, and 15 hours at room temperature, was
evaporated to dryness in vacuo. The residue was dissolved in 20 ml of water,
acidified with hydrochloric acid and poured over a column of Amberlite IRA-
400 ion exchange resin on the chloride cycle. The eluate was evaporated to
dryness to give a residue of 1-(2-n-propyl-4-amino-5-pyrimidylmethyl)-2-
methyl pyridinium chloride hydrochloride. On recrystallization from a
methanol-ethanol mixture, the quaternary had melting point 246°C (dec.). | [Brand name]
Amprol [Veterinary] (Merial);
Amprovine [Veterinary] (Merial); Corid [Veterinary]
(Merial). | [Therapeutic Function]
Coccidiostatic | [Side effects]
Amprolium is considered one of the safest anticoccidial medications, and adverse reactions such as anorexia or diarrhoea may occur with high doses and prolonged use. Thiamine deficiency can cause central nervous system (CNS) symptoms, but can be reversed with the addition of thiamine to the diet. However, thiamine supplementation may affect the efficacy of the drug. |
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